Theoretical study on the reaction of hydrogen atoms with aniline

Marwan Batiha, Mohammednoor Altarawneh, Abdullah Alsofi, Mohammad Al-Harahsheh, Ibrahem Altarawneh, Saleh Alrawadieh

Research output: Contribution to journalArticlepeer-review

8 Citations (Scopus)

Abstract

The reaction of aniline with hydrogen atom is investigated herein using the hybrid meta-DFT functional of BB1 K. Hydrogen atom is found to preferentially add at an ortho position. However, the fate of the o-(C6H5NH2)H adduct is found to be solely the deactivation of the initial addition channel. The rate constant for the abstraction channel (C6H5NH2 + H → C6H5NH + H2) is fitted by the expression 1.10 × 10-11 exp(-4,200/T) cm3 molecule-1 s-1. Our calculated rate constant for the abstraction channel agrees very well with the available experimental measurements. Satisfactory agreement is found between calculated and experimental measurements for the displacement channel (C6H5NH2 + H → C6H6 + NH2). Our detailed analysis for the corresponding displacements in toluene and phenol suggests that the three systems exhibit similar behavior with regard to the relative importance of abstraction and displacement channels.

Original languageEnglish
Pages (from-to)823-832
Number of pages10
JournalTheoretical Chemistry Accounts
Volume129
Issue number6
DOIs
Publication statusPublished - Aug 2011
Externally publishedYes

Keywords

  • Abstraction vs. displacement
  • Aniline
  • H atoms
  • Hybrid meta-DFT
  • Reaction rate constant

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry

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